Synfacts 2009(6): 0585-0585  
DOI: 10.1055/s-0029-1216670
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Bafilomycin A1

Contributor(s): Philip Kocienski, Arndt W. Schmidt
F. Kleinbeck, E. M. Carreira*
ETH Zürich, Switzerland
Further Information

Publication History

Publication Date:
25 May 2009 (online)


Bafilomycin A1 was isolated from a Streptomyces griseus sp. sulphurus culture and exhibits broad antibacterial and antifungal activity. In addition, it is a selective V-type ATPase inhibitor. The potency for the treatment of osteoporosis has been evaluated. The focal step of this synthesis is a diastereoselective alkynylation of aldehyde D followed by a formal transhydrogenation to create the C12-C13 double bond.